In:
Zeitschrift für Kristallographie, Walter de Gruyter GmbH, Vol. 224, No. 4 ( 2009-04), p. 213-224
Abstract:
Crystal structures, NMR and IR spectra and EI-MS + of 2-hydroxyacetophenone arylhydrazones, 2-HOC 6 H 4 C(Me) = NNHC 6 H 4 Y ( 1 : Y = 2-O 2 N, 3-O 2 N, 4-O 2 N, 4-Me, 4-MeO, H and 4-I) are reported. Two polymorphs of ( 1 : Y = 2-O 2 N), triclinic and orthorhombic forms, have been identified. While strong intramolecular O–H · · · N(H) hydrogen bonds and layers of molecules are found for all solid 1 , supramolecular arrangements of individual members are various and are derived from different combinations of intermolecular interactions, which include C–H · · · O(H), C–H · · · O(NO), N–H · · · O(H), N–H · · · O(NO) and C–H · · · π hydrogen bonds, as well as π · · · π stacking interactions. Intermolecular N–H · · · O hydrogen-bonds involving the phenolic OH group are present in ( 1 : Y = H, 4-O 2 N, 4-Me, 4-MeO and 4-I), but are absent in ortho- and tri -( 1 : Y = 2-O 2 N) and ( 1 : Y = 3-O 2 N). Instead, ortho -( 1 : Y = 2-O 2 N) exhibits intermolecular C–H · · · O(H) hydrogen bonds, while no intermolecular hydrogen bonds involving the OH group occur in either triclinic -( 1 : Y = 2-O 2 N) or ( 1 : Y = 3-O 2 N). EI + -MS revealed the presence of oligomeric species, such as (nM + M′) + , where n is up to 4, and M′ = H, Na or K.
Type of Medium:
Online Resource
ISSN:
0044-2968
DOI:
10.1524/zkri.2009.1121
Language:
English
Publisher:
Walter de Gruyter GmbH
Publication Date:
2009
SSG:
13
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